Recently, when Harry Styles was asked what he would consider his most iconic fashion moment, the answer was definitive: a red loveheart jumpsuit paired with a plain white tee, worn at Wembley Stadium, London in June 2022. It was a surprisingly functional ‘fit for a man otherwise known for flamboyant looks, but his answer revealed much more than just what he likes to pick off the rails.
He continued, “During that show, that fear left my body and there was a sense of calm,” and that when the heavens opened during “Sign of the Times,” the opening song of the show’s encore, “I remember having a massive smile on my face. I thought, ‘How can I ask for any more joy?’ I felt so full in that moment. I felt like I was flying.”
That show was his first-ever headline performance as a solo artist in an outdoor stadium, a moment that proved to Styles, more than anyone else, that he was more than capable of hitting the biggest of leagues and staying there. He was no longer fighting for credibility in a post-boyband solo career, but now out on his own and dominating the most historic of stages.
It’ll come as no surprise, then, that Wembley Stadium was one of the few stadiums to be chosen as a stop on his Together, Together residency run. Following its kick-off in Amsterdam, Netherlands, on May 16, it arrives not just as a homecoming for Styles but a coronation: his 12-run show will break Wembley Stadium’s all-time record for most shows in a calendar year (Coldplay previously held the record with 10 shows in 2025).
It’s one thing to play Wembley Stadium as a headline act – a career-high for every artist – but tougher still to create an authentic, lasting connection with the stadium that extends beyond the show. The defining images of Queen’s career came during their headline gigs in 1986, while Muse’s H.A.A.R.P show in 2007 are certainly in the hall of fame. Oasis played some of the best shows of their Live ‘25 reunion tour at the stadium just last summer. It proves rarer than one would imagine.
But Styles is fast becoming Wembley’s most bankable and beloved star. He played three shows with One Direction in 2014, and during the Love On Tour run from 2021-2023, Styles played the Stadium a further six times. The latter provided Harries (and the casuals that were swept up in the madness) a moment of post-pandemic release. There were cowboy hats, pink feather boas and reconnection. Missing out on tickets felt like being robbed of some kind of fundamental human emotion: pure joy.
Together, Together is a different proposition, however. Kiss All The Time. Disco, Occasionally is knottier by design, favouring moodier electronics and oblique lyrics as opposed to the pop-powered Harry’s House (2022) soft-rock stylings of Fine Line (2019). The tour’s opening run in Amsterdam featured rave-influenced production and nods to Underworld and Orchestral Maneuvers in The Dark. Quite the switch-up.
As he returns home to his stomping ground, these were the best moments from the residency’s opening night.
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